Vacation rentals in Gilchrist

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Top-rated vacation rentals in Gilchrist

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Top guest favorite

A relaxing outdoor space features a hot tub with gentle blue lighting, surrounded by a paved patio. A fire pit with seating is visible, along with a cozy lounge area, creating an inviting atmosphere for gatherings or quiet evenings.

Home in La Pine

4.99 out of 5 average rating, 111 reviews

The Blue House in La Pine | Hot Tub | 2 King Beds

Nestled in the heart of nature, the Blue House offers you a perfect blend of forest charm & modern comforts. You can relax and unwind in the 4-6 person hot tub. Enjoy the soaring, vaulted wall of windows that bring nature to you. This modern, newly constructed 2300 sf. home is centrally located in Oregon to enjoy all that Oregon has to offer; amazing lakes, great food, close to Bend & all outdoor activities. This home features 2 King sized beds, 1 Queen bed & 1 single bed with luxury linens.

Guest favorite

The A-frame cabin is framed by tall pine trees, showcasing a modern black exterior. Large windows reflect the surrounding forest, while a wooden deck serves as an entry point, inviting guests to explore the natural setting.

Cabin in La Pine

4.96 out of 5 average rating, 112 reviews

Discover tranquility in our A-frame cabin nestled among the pines. A rustic haven where the scent of pine fills the air, inviting you to unwind on the porch. Inside, a cozy living space & quaint kitchen offer comfort. Retreat to the loft bedroom, where the soft glow of morning light through pine branches awaits. Whether a romantic escape or family adventure, this cabin is a sanctuary, a respite from the daily rush. Embrace simplicity, enjoy the peace & quiet, and enjoy all the nearby beauty.

Top guest favorite

A hot tub, surrounded by log fencing, is set against a snowy forest backdrop. Fresh snow covers the surrounding landscape, creating a serene atmosphere. The hot tub water is clear, inviting visitors to enjoy a warm retreat amid the chilly surroundings.

Guest suite in La Pine

4.95 out of 5 average rating, 225 reviews

ForestView Guest Suite + HotTub and Infrared Sauna

Private guest suite within our newly 2023-built home. Separate backyard area with Cabin In Deschutes Spa where the modern amenities meet the beauty of nature. Rest as calm as the doe and the fawns outside while staying seamlessly connected with high-speed 300 Mbps Wi-Fi. Savor the luxury of a hot tub and infrared sauna while watching as the squirrels teach their young to leap trees. This is life — a campfire to relax by, a sunset to inspire — in a home, guarded by pines framing the Milky Way.

Guest favorite

A spacious bedroom features a large dark blue bed covered with a plush blanket. A tufted brown bench is placed at the foot of the bed. Wall sconces and an artwork piece depicting birds add character, while a cozy fireplace sits nearby.

Home in Gilchrist

4.94 out of 5 average rating, 240 reviews

Studio between Bend and Crater Lake on the water

Make some memories at this unique and family-friendly place. In the summer this 12 acre compound has numerous activities to keep you busy. Heated swimming pool, hot tub, tennis and basketball courts, badminton, volleyball bicycles, and lots of water toys…paddle boards, pedal boat, kayaks, and pontoon boats. Winter heated pool and hot tub, large fire pit and seasonal snow. Willamette pass 20 min. Wildlife very abundant, and a working lumber mill across the water. Sunsets are usually gorgeous!

Guest favorite

Two blue Adirondack chairs are positioned on a lush green lawn, overlooking the calm Little Deschutes River. In the background, the river reflects the surrounding trees and grassy areas under a clear sky, creating a serene outdoor space for relaxation.

Home in La Pine

4.94 out of 5 average rating, 106 reviews

Riverfront/Hot Tub/Dock/Pet Friendly/Game Room

Welcome to Lucy’s Riverfront Retreat, a peaceful getaway on the Little Deschutes River in La Pine, Oregon. This spacious home sits on 2+ acres with a private dock and stunning Paulina Peak views. Perfect for family trips, romantic escapes, or adventures with friends—offering comfort, nature, and endless relaxation! A short drive to top Central Oregon attractions: • 2 min to Quail Run Golf Course • 15 min to Sunriver Village (Dining & Shopping) • 25 min to Bend • 40 min to Mt. Bachelor

Guest favorite

A log cabin is surrounded by snow-covered pine trees, highlighting its rustic wooden structure. A balcony extends from the upper level, while lounge chairs are positioned in front of the cabin, creating a cozy outdoor space in a peaceful winter setting.

Cabin in La Pine

4.91 out of 5 average rating, 107 reviews

Modern-Cozy LOG CABIN near La Pine state park

Welcome to your basecamp for all central Oregon adventures. Our newly remodeled 1983 log cabin, nestled in between picturesque pine trees. The cabin is conveniently located just 30 minutes from Bend and 8 minutes from La Pine State Park. The 4 bed (2 separate bedrooms and one sleep/lounge area) and 1 bathroom cabin + secluded and fully fenced outside area offers a cozy gathering place close to some of Oregons most beautiful destinations (i.e. Smith Rock State Park, Mount Bachelor,...).

Guest favorite

An A-frame cabin is set against a colorful sunset, showcasing warm lights illuminating the exterior. The front entrance features a door with a welcoming window, while two rustic chairs sit on the porch, accompanied by potted plants and neatly stacked firewood.

Cabin in Bend

4.92 out of 5 average rating, 213 reviews

Black Duck Cabin

Cozy A frame cabin set in a quiet neighborhood among the pine trees just a short walk from the Deschutes River. The Black Duck Cabin is a perfect destination for all of Central Oregon's amazing activities. 10 minute drive to Sunriver Village, 30 minute drive to Mt. Bachelor, 30 minutes to Downtown Bend, 10 minute walk to the Deschutes River, golfing, fishing, hiking, shopping, mountain biking, all a short drive. If you're looking for a rustic, cabin experience this is the place for you!

Guest favorite

The A-frame cabin is surrounded by freshly fallen snow, with a sloped roof showcasing a thick layer of snow. Soft lighting from the porch illuminates the entrance, while trees are visible in the background under a twilight sky.

Cabin in Crescent lake

4.89 out of 5 average rating, 111 reviews

Pistachio

Remote and cozy A-frame cabin right on OHV trails. Perfect for families, ATV or snowmobile right off the property onto miles of OHV and snowmobile trails! Great location all year round! Close to many lakes; 20 minutes to Crescent Lake, 30 minutes to Odell Lake and 40 minutes to Paulina lake. Close to skiing and sledding; 30 minutes to Willamette Pass skiing. 40 minutes to sledding & snowmobile rentals at Diamond Lake resort. Great jumping off point to Crater Lake, Bend, or Mt Bachelor.

Top guest favorite

An A-frame cabin is surrounded by tall pine trees, with a hot tub located on a stone patio. Soft lighting illuminates the cabin's exterior, and a balcony is visible above the entrance. A white chair is placed beside the hot tub, creating a relaxing retreat.

Cabin in La Pine

4.91 out of 5 average rating, 349 reviews

A-Frame cabin • hot tub • near Bend • Mt Bachelor

This cozy and unique A-frame cabin sits on 1+ private acres in the Deschutes Forest. Relax here with wooded pines, hot tub, soaking bathtub, 80" home theater projector, modern amenities, and beautiful forest views. Close to the city of Bend and all the outdoor activities Central Oregon has to offer. Proximity to the best hiking trails, mountain bike trails, hot springs, Deschutes River, Mt Bachelor ski resort, Cascade Lakes highway, Smith Rock State Park, and Crater Lake National Park.

Top guest favorite

A four-poster queen bed is positioned against a rustic wooden wall. Soft white fabrics drape elegantly, creating a serene focal point. A cozy seating area is visible nearby, along with access to a private entrance through the door.

Barn in La Pine

4.99 out of 5 average rating, 144 reviews

Romantic Getaway at the Tree Farm - w/ Starlink

Nestled between Crater Lake National Park & Bend, our modern, rustic-bohemian barn sits on the outskirts of La Pine, Oregon, tucked within a serene one-acre grove of pine trees. Here in the foothills of the Oregon Cascades, you'll find peaceful days & star-filled nights—an ideal escape for individuals, couples, or small groups looking to explore our volcanic wonderland. The space includes a cozy private backyard, perfect for reading, stargazing under the night sky, or simply unwinding.

Superhost

A single-story cottage is shown against a vibrant sunset sky, surrounded by tall trees. The exterior features a mix of natural tones, with outdoor lighting enhancing the welcoming appearance. A wooden deck extends in the foreground, adding to the outdoor space.

Cottage in La Pine

4.9 out of 5 average rating, 139 reviews

“Peaceful Pines Cottage” 2+ acres near Mt. Bach

Peaceful Pines Cottage is a newly renovated PET FRIENDLY remote cottage located in Central Oregon. Perfect for ski trips at Mt. Bachelor & Willamette Ski Resort! This 3 bedroom / 2 full bathroom home is on 2.25 acres of fully fenced-in land that backs up to public BLM land for you to explore.. Driving distance to downtown La Pine, Bend, PCT trails, Crater Lake National Park, lakes + much more! This is the perfect home for a gathering with loved ones or a relaxing weekend for yourself.

Top guest favorite

A modern two-story Bardominium is displayed, featuring a spacious exterior with a white facade and wooden accents. Two large black garage doors are positioned at the front, complemented by tall pine trees in the background and a clear blue sky above.

Home in Crescent

4.99 out of 5 average rating, 123 reviews

Crescent Butte Barndominium with Disc Golf

Take advantage of low Spring prices! Our 2 bed, 2 bath Bardominium is filled with extras including a sledding hill, snowshoeing on the property, private 9 hole disc golf course and a Level 2 EV Charger. Enjoy the view of Diamond Peak, hiking in the Gilchrist State Forest right out the door. We are about 45 miles to the N. entrance of Crater Lake. The "Barn" is perfect for 2 couples, or families. Enjoy this upscale country setting.